Carbazole-based compound and organic light-emitting device including the same

ABSTRACT

An organic light-emitting device including: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes a carbazole-based compound represented by Formula 1A or 1B: 
     
       
         
         
             
             
         
       
     
     When the carbazole-based compound represented by Formula 1A or 1B is included in the hole transport layer, an organic light-emitting device may have improved driving voltage, efficiency, luminance, and lifespan characteristics.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean PatentApplication No. 10-2015-0184064, filed on Dec. 22, 2015, in the KoreanIntellectual Property Office, the entire content of which isincorporated herein by reference.

BACKGROUND

1. Field

One or more aspects of example embodiments of the present disclosure arerelated to a carbazole-based compound and an organic light-emittingdevice including the same.

2. Description of the Related Art

Organic light emitting devices are self-emission devices that have wideviewing angles, high contrast ratios, short response times, and/orexcellent brightness, driving voltage, and/or response speedcharacteristics compared to devices in the related art, and may producefull-color images.

An example organic light-emitting device may include a first electrodeon a substrate, and a hole transport region, an emission layer, anelectron transport region, and a second electrode sequentiallypositioned on the first electrode. Holes provided from the firstelectrode may move toward the emission layer through the hole transportregion, and electrons provided from the second electrode may move towardthe emission layer through the electron transport region. Carriers (suchas holes and electrons) may recombine in the emission layer to produceexcitons. These excitons may transition (e.g., radiatively decay) froman excited state to the ground state to thereby generate light.

SUMMARY

One or more aspects of example embodiments of the present disclosure aredirected toward a novel carbazole-based compound and an organiclight-emitting device including the same.

Additional aspects will be set forth in part in the description whichfollows and, in part, will be apparent from the description, or may belearned by practice of the presented embodiments.

One or more example embodiments of the present disclosure provide acarbazole-based compound represented by Formula 1A or 1B:

In Formulae 1A and 1B,

L₁ to L₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

a1 to a3 may each independently be an integer selected from 0, 1, 2, and3, wherein when a1 is two or more, two or more L₁(s) may be identical toor different from each other; when a2 is two or more, two or more L₂(s)may be identical to or different from each other; and when a3 is two ormore, two or more L₃(s) may be identical to or different from eachother,

Ar₁ and Ar₂ may each independently be selected from a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group,

Ar₃ may be selected from the group consisting of:

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an am idino group, a hydrazino group, ahydrazono group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, and an ovalenyl group,

R₁ to R₅ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁), and—P(═O)(Q₁)(Q₂),

b1 and b3 to b5 may each independently be an integer selected from 0 to4, and b2 may be an integer selected from 0 to 3, wherein when b1 is twoor more, two or more R₁(s) may be identical to or different from eachother; when b2 is two or more, two or more R₂(s) may be identical to ordifferent from each other; when b3 is two or more, two or more R₃(s) maybe identical to or different from each other; when b4 is two or more,two or more R₄(s) may be identical to or different from each other; andwhen b5 is two or more, two or more R₅(s) may be identical to ordifferent from each other, and

at least one substituent of the substituted C₃-C₁₀ cycloalkylene group,substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, a substituted divalent non-aromatic condensed polycyclic group, asubstituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, and substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from the group consisting of:

deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

One or more example embodiments of the present disclosure provide anorganic light-emitting device including: a first electrode; a secondelectrode facing the first electrode; and an organic layer between thefirst electrode and the second electrode, the organic layer including anemission layer, wherein the organic layer includes at least one of thecarbazole-based compounds represented by Formula 1A or 1B as describedabove.

BRIEF DESCRIPTION OF THE DRAWINGS

These and/or other aspects will become apparent and more readilyappreciated from the following description of example embodiments, takenin conjunction with the accompanying drawings, in which:

FIG. 1 shows a schematic view of an organic light-emitting deviceaccording to an embodiment of the present disclosure;

FIG. 2 shows a schematic view of an organic light-emitting deviceaccording to an embodiment of the present disclosure;

FIG. 3 shows a schematic view of an organic light-emitting deviceaccording to an embodiment of the present disclosure; and

FIG. 4 shows a schematic view of an organic light-emitting deviceaccording to an embodiment of the present disclosure.

DETAILED DESCRIPTION

Reference will now be made in more detail to example embodiments,examples of which are illustrated in the accompanying drawings, whereinlike reference numerals refer to like elements throughout andduplicative descriptions thereof may not be provided. In this regard,the present example embodiments may have different forms and should notbe construed as being limited to the descriptions set forth herein.Accordingly, the example embodiments are merely described below, byreferring to the drawings, to explain aspects of the presentdescription. As used herein, the term “and/or” includes any and allcombinations of one or more of the associated listed items. Expressionssuch as “at least one of”, “one of”, and “selected from”, when precedinga list of elements, modify the entire list of elements and do not modifythe individual elements of the list.

The thicknesses of layers, films, panels, regions, etc., may beexaggerated in the drawings for clarity. It will be understood that whenan element such as a layer, film, region, or substrate is referred to asbeing “on” another element, it can be directly on the other element orintervening element(s) may also be present. In contrast, when an elementis referred to as being “directly on” another element, no interveningelements are present.

A carbazole-based compound according to an embodiment of the presentdisclosure may be represented by Formula 1A or 1B:

In Formulae 1A and 1B,

L₁ to L₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group.

In one or more embodiments, L₁ to L₃ in Formulae 1A and 1B may eachindependently be selected from the group consisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, a ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an am idino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one embodiment, L₁ to L₃ in Formulae 1A and 1B may each independentlybe selected from the group consisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, L₁ to L₃ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formula 3-1 toFormula 3-46:

In Formulae 3-1 to 3-46,

Y₁ may be oxygen (O), sulfur (S), C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇);

Z₁ to Z₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group;

d2 may be an integer selected from 0 to 2,

d3 may be an integer selected from 0 to 3,

d4 may be an integer selected from 0 to 4,

d5 may be an integer selected from 0 to 5,

d6 may be an integer selected from 0 to 6,

d8 may be an integer selected from 0 to 8, and

* and *′ may each independently indicate a binding site to a neighboringatom.

In one or more embodiments, L₁ to L₃ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formulae 3-1 to3-9, 3-25 to 3-27, and 3-31 to 3-43, and

Z₁ to Z₇ in Formulae 3-1 to 3-9, 3-25 to 3-27, and 3-31 to 3-43 may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a carbazolylgroup, a dibenzofuranyl group, and a dibenzothiophenyl group, butembodiments of the present disclosure are not limited thereto.

In one or more embodiments, L₁ to L₃ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formula 4-1 toFormula 4-45, but embodiments of the present disclosure are not limitedthereto:

In Formulae 4-1 and 4-45, * and *′ may each indicate a binding site to aneighboring atom.

In one or more embodiments, L₁ to L₃ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formulae 4-1, 4-3,4-5 to 4-17, 4-20, 4-21, 4-24 to 4-37, 4-43, and 4-44, but embodimentsof the present disclosure are not limited thereto.

a1 to a3 in Formulae 1A and 1B may indicate the numbers of L₁(s), L₂(s),and L₃(s), respectively. a1 to a3 may each independently be 0, 1, 2, or3. When a1 is two or more, two or more L₁(s) may be identical to ordifferent from each other; when a2 is two or more, two or more L₂(s) maybe identical to or different from each other; and when a3 is two ormore, two or more L₃(s) may be identical to or different from eachother. When a1 is 0, *-(L₁)_(a1)-*′ indicates a single bond; when a2 is0, *-(L₂)_(a2)-*′ indicates a single bond; and when a3 is 0,*-(L₃)_(a3)-*′ indicates a single bond.

In one embodiment, a1 to a3 in Formulae 1A and 1B may each independentlybe 0, 1, or 2, but embodiments of the present disclosure are not limitedthereto.

Ar₁ and Ar₂ in Formulae 1A and 1B may each independently be selectedfrom a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, and a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group.

For example, Ar₁ and Ar₂ in Formulae 1A and 1B may each independently beselected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₃₁)(Q₃₂), and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one embodiment, Ar₁ and Ar₂ in Formulae 1A and 1B may eachindependently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, Ar₁ and Ar₂ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formulae 5-1 to5-79:

In Formulae 5-1 to 5-79,

Y₃₁ may be O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), or Si(Z₃₆)(Z₃₇),

Z₃₁ to Z₃₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzimidazolyl group,a phenanthrolinyl group, a triazinyl group, —N(Q₃₁)(Q₃₂), and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

e2 may be an integer selected from 0 to 2,

e3 may be an integer selected from 0 to 3,

e4 may be an integer selected from 0 to 4,

e5 may be an integer selected from 0 to 5,

e6 may be an integer selected from 0 to 6,

e7 may be an integer selected from 0 to 7,

e9 may be an integer selected from 0 to 9, and

* may indicate a binding site to a neighboring atom.

In one or more embodiments, Ar₁ and Ar₂ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formulae 5-1 to5-20, and

Z₃₁ to Z₃₇ in Formulae 5-1 to 5-20 may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, Ar₁ and Ar₂ in Formulae 1A and 1B may eachindependently be selected from a group represented by any of Formulae6-1 to 6-100 and a group represented by any of Formulae 10-1 to 10-121:

In Formulae 6-1 to 6-100 and 10-1 to 10-121, Ph indicates a phenylgroup, and * indicates a binding site to a neighboring atom.

In one or more embodiments, Ar₁ and Ar₂ in Formulae 1A and 1B may eachindependently be selected from groups represented by Formulae 6-1 to6-100, but embodiments of the present disclosure are not limitedthereto.

Ar₃ in Formulae 1A and 1B may be selected from the group consisting of:

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂);

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, and an ovalenyl group,

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

For example, Ar₃ in Formulae 1A and 1B may be selected from the groupconsisting of:

a C₁-C₁₀ alkyl group;

a C₁-C₁₀ alkyl group substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, and a hydrazono group;

a phenyl group, a biphenyl group, a terphenyl group and a naphthylgroup; and

a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, and a C₁-C₁₀ alkyl group.

In one embodiment, Ar₃ in Formulae 1A and 1B may be selected from thegroup consisting of:

a C₁-C₁₀ alkyl group;

a phenyl group, a biphenyl group, and a naphthyl group; and

a phenyl group, a biphenyl group, and a naphthyl group, each substitutedwith at least one selected from deuterium and a C₁-C₁₀ alkyl group.

R₁ to R₅ in Formulae 1A and 1B may each independently be selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂), wherein Q₁ to Q₃ may eachindependently be the same as described above.

For example, R₁ to R₅ in Formulae 1A and 1B may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, and—Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃ may each independently be selectedfrom a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group), butembodiments of the present disclosure are not limited thereto.

b1 to b5 in Formulae 1A and 1B indicate the numbers of R₁(s) to R₅(s),respectively. b1 and b3 to b5 may each independently be an integerselected from 0 to 4, and b2 may be an integer selected from 0 to 3;when b1 is two or more, two or more R₁(s) may be identical to ordifferent from each other; when b2 is two or more, two or more R₂(s) maybe identical to or different from each other; when b3 is two or more,two or more R₃(s) may be identical to or different from each other; whenb4 is two or more, two or more R₄(s) may be identical to or differentfrom each other; and when b5 is two or more, two or more R₅(s) may beidentical to or different from each other.

In one embodiment, b1 to b5 in Formulae 1A and 1B may each independentlybe an integer selected from 0 and 1, but embodiments of the presentdisclosure are not limited thereto.

For example, the carbazole-based compound represented by Formula 1A or1B may be represented by Formula 1A-1, 1A-2, 1A-3, 1B-1, 1B-2, or 1B-3:

L₁ to L₃, a1 to a3, Ar₁ to Ar₃, R₁ to R₅, and b1 to b5 in Formulae 1A-1to 1A-3 and 1B-1 to 1B-3 may each independently be the same as describedabove.

In one or more embodiments, the carbazole-based compound may be oneselected from Compounds 1 to 62, but embodiments of the presentdisclosure are not limited thereto:

In Formulae 1A and 1B, a carbazole-based ring is linked to N via*-(L₃)_(a3)-* or a single bond, respectively. Accordingly, thecarbazole-based compound represented by Formulae 1A or 1B may have ahigh glass transition temperature (Tg) and/or a high melting point.Accordingly, when an organic light-emitting device including thecarbazole-based compound represented by Formulae 1A or 1B is driven, theorganic light-emitting device may show high resistance to Joule heating(e.g., resistive or ohmic heating, which may occur inside an organiclayer, between layers constituting the organic layer, and/or between theorganic layer and an electrode), and may also have high resistance tohigh-temperature conditions. Accordingly, the organic light-emittingdevice may have high durability during driving and storage.

In Formulae 1A and 1B, the ninth carbon of a fluorene-based ring (e.g.,carbon at position 9 of the fluorene group) is linked to N via aphenylene-based ring. Accordingly, the carbazole-based compoundrepresented by Formula 1A or 1B may have excellent heat resistance andimproved film morphology. Thus, an organic light-emitting deviceincluding the carbazole-based compound represented by Formula 1A or 1Bmay have a long lifespan.

In Formula 1B, the third carbon of the carbazole-based ring (e.g.,carbon at position 3 of the carbazole group) is linked directly to N viaa single bond. Accordingly, the carbazole-based compound represented byFormula 1B may have excellent hole transport characteristics. Thus, anorganic light-emitting device including the carbazole-based compoundrepresented by Formula 1B may have a low driving voltage.

Ar₃ in Formulae 1A and 1B may be selected from the group consisting of:

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂);

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, and an ovalenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, and an ovalenyl group, wherein Q₃₁ to Q₃₃ may eachindependently be the same as described above. As described above, evenwithout an increase in the molecular weight of the carbazole-basedcompound represented by Formula 1A or 1B, excellent thermal stabilityand high charge mobility characteristics may be obtained. Accordingly,the carbazole-based compound may have excellent hole transportcapabilities.

Accordingly, an electronic device (for example, an organiclight-emitting device) including the carbazole-based compoundrepresented by Formula 1A or 1B may have low driving voltage, highluminance, high efficiency, and/or long lifespan.

Synthesis methods for the carbazole-based compound represented byFormula 1A or 1B may be understood by one of ordinary skill in the artby referring to the Synthesis Examples provided below.

At least one carbazole-based compound represented by Formula 1A or 1Bmay be used between a pair of electrodes in an organic light-emittingdevice. For example, the carbazole-based compound may be included in atleast one layer selected from a hole transport region and an emissionlayer. In one or more embodiments, the carbazole-based compoundrepresented by Formula 1A or 1B may be used as a material for forming acapping layer positioned outside the pair of electrodes in the organiclight-emitting device.

Accordingly, an embodiment of the present disclosure provides an organiclight-emitting device including: a first electrode; a second electrodefacing the first electrode; and an organic layer between the firstelectrode and the second electrode, the organic layer including anemission layer, wherein the organic layer includes at least onecarbazole-based compound represented by Formula 1A or 1B.

The expression “(an organic layer) includes at least one carbazole-basedcompound,” as used herein, may include a case in which (an organiclayer) includes identical carbazole-based compounds represented byFormula 1A or 1B, as well as a case in which (an organic layer) includestwo or more different carbazole-based compounds represented by Formula1A or 1B.

For example, the organic layer may include, as the carbazole-basedcompound, only Compound 1. In this regard, Compound 1 may be included ina hole transport layer of the organic light-emitting device. In one ormore embodiments, the organic layer may include, as the carbazole-basedcompound, Compound 1 and Compound 2. Compound 1 and Compound 2 may both(e.g., simultaneously) exist in the same layer (for example, Compound 1and Compound 2 may both exist in a hole transport layer), or may existin different layers (for example, Compound 1 may exist in a holetransport layer and Compound 2 may exist in an emission auxiliarylayer).

In one embodiment,

the first electrode of the organic light-emitting device may be ananode,

the second electrode of the organic light-emitting device may be acathode,

the organic layer of the organic light-emitting device may furtherinclude a hole transport region between the first electrode and theemission layer, and an electron transport region between the emissionlayer and the second electrode,

the hole transport region may include a hole injection layer, a holetransport layer, an emission auxiliary layer, an electron blockinglayer, or a combination thereof, and

the electron transport region may include a hole blocking layer, abuffer layer, an electron transport layer, an electron injection layer,or a combination thereof. The hole transport region may include thecarbazole-based compound represented by Formula 1A or 1B. In one or moreembodiments, the hole transport region includes a hole transport layer,which may include the carbazole-based compound. In one or moreembodiments, the hole transport region includes an emission auxiliarylayer, which may include the carbazole-based compound. However,embodiments of the structure of the hole transport region are notlimited thereto. As used herein, the terms “combination”, “combinationthereof”, and “combinations thereof” may refer to a chemical combination(e.g., an alloy or chemical compound), a mixture, or a laminatedstructure of components.

The term “organic layer”, as used herein, may refers to a single layerand/or a plurality of layers between the first electrode and the secondelectrode of an organic light-emitting device. The material included inthe “organic layer” is not limited to being an organic material.

Description of FIG. 1

FIG. 1 is a schematic view of an organic light-emitting device 10according to an embodiment of the present disclosure. The organiclight-emitting device 10 includes a first electrode 110, an organiclayer 150, and a second electrode 190.

Hereinafter, the structure of the organic light-emitting device 10according to an embodiment of the present disclosure and a method ofmanufacturing the organic light-emitting device 10 of the presentdisclosure will be described in connection with FIG. 1.

First Electrode 110

In FIG. 1, a substrate may be under the first electrode 110 or above thesecond electrode 190. The substrate may be a glass substrate or aplastic substrate, each having excellent mechanical strength, thermalstability, transparency, surface smoothness, ease of handling, and/orwater-resistance.

The first electrode 110 may be formed by depositing and/or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for forming a firstelectrode may be selected from materials with a high work function inorder to facilitate hole injection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissive electrode, the material for forming thefirst electrode may be selected from indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and combinationsthereof, but embodiments of the present disclosure are not limitedthereto. When the first electrode 110 is a semi-transmissive electrodeor a reflective electrode, the material for forming the first electrode110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In),magnesium-silver (Mg—Ag), and combinations thereof. However, embodimentsof the material for forming the first electrode 110 are not limitedthereto.

The first electrode 110 may have a single-layer structure, or amulti-layer structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but embodiments of the structure of the first electrode 110 are notlimited thereto.

Organic Layer 150

The organic layer 150 is on the first electrode 110. The organic layer150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode 110 and the emission layer, and an electrontransport region between the emission layer and the second electrode190.

Hole Transport Region in Organic Layer 150

The hole transport region may have i) a single-layered structureincluding (e.g., consisting of) a single layer consisting of a singlematerial, ii) a single-layered structure including (e.g., consisting of)a single layer including a plurality of different materials, or iii) amulti-layered structure having a plurality of layers including aplurality of different materials.

The hole transport region may include at least one layer selected from ahole injection layer (HIL), a hole transport layer (HTL), an emissionauxiliary layer, and an electron blocking layer (EBL).

For example, the hole transport region may have a single-layer structureincluding (e.g., consisting of) a single layer including a plurality ofdifferent materials, or a multi-layer structure having a structure ofhole injection layer/hole transport layer, hole injection layer/holetransport layer/emission auxiliary layer, hole injection layer/emissionauxiliary layer, hole transport layer/emission auxiliary layer, or holeinjection layer/hole transport layer/electron blocking layer, whereinlayers of each structure are sequentially stacked on the first electrode110 in each stated order, but embodiments of the structure of the holetransport region are not limited thereto.

The hole transport region may include the carbazole-based compoundrepresented by Formula 1A or 1B. For example, the hole transport regionmay include a hole transport layer, wherein the hole transport layer mayinclude the carbazole-based compound represented by Formula 1A or 1B.

In one or more embodiments, the hole transport region may furtherinclude at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB,TPD, Spiro-TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD,4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (PANI/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

L₂₀₅ may be selected from *—O—*′, *—S—*′, *—N(Q₂₀₁)-*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer selected from 0 to 3,

xa5 may be an integer selected from 1 to 10, and

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, R₂₀₁ and R₂₀₂ in Formula 202 may be optionally linked(e.g., coupled) via a single bond, a dimethyl-methylene group, or adiphenyl-methylene group, and R₂₀₃ and R₂₀₄ in Formula 202 may beoptionally linked (e.g., coupled) via a single bond, adimethyl-methylene group, or a diphenyl-methylene group.

In one embodiment, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may each independently be selected from the groupconsisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, dibenzosilolylene group, and a pyridinylenegroup; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, dibenzosilolylene group, and a pyridinylenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a phenyl group substitutedwith a C₁-C₁₀ alkyl group, a phenyl group substituted with —F, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, xa1 to xa4 may each independently be 0, 1,or 2.

In one or more embodiments, xa5 may be 1, 2, 3, or 4.

In one or more embodiments, R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independentlybe selected from the group consisting of: a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, an indolyl group, an isoindolyl group, abenzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a dibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, R₂₀₁ to R₂₀₃ in Formula 201 may eachindependently be selected from the group consisting of:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, in Formula 202, i) R₂₀₁ and R₂₀₂ may belinked (e.g., coupled) via a single bond, and/or ii) R₂₀₃ and R₂₀₄ maybe linked (e.g., coupled) via a single bond.

In one or more embodiments, at least one selected from R₂₀₁ to R₂₀₄ inFormula 202 may be selected from the group consisting of:

a carbazolyl group; and

a carbazolyl group substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, acarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,but embodiments of the present disclosure are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

For example, the compound represented by Formula 201 may be representedby Formula 201A(1), but embodiments of the present disclosure are notlimited thereto:

In one or more embodiments, the compound represented by Formula 201 maybe represented by Formula 201A-1, but embodiments of the presentdisclosure are not limited thereto:

In one or more embodiments, the compound represented by Formula 202 maybe represented by Formula 202A:

In one or more embodiments, the compound represented by Formula 202 maybe represented by Formula 202A-1:

In Formulae 201A, 201A(1), 201A-1, 202A, and 202A-1,

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ may each independentlybe the same as described above,

R₂₁₁ and R₂₁₂ may each independently be the same as described herein inconnection with R₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but embodiments of the material for formingthe hole transport region are not limited thereto:

The thickness of the hole transport region may be about 100 Å to about10,000 Å, and in some embodiments, about 100 Å to about 1,000 Å. Whenthe hole transport region includes at least one selected from a holeinjection layer and a hole transport layer, the thickness of the holeinjection layer may be about 100 Å to about 9,000 Å, and in someembodiments, about 100 Å to about 1,000 Å; the thickness of the holetransport layer may be about 50 Å to about 2,000 Å, and in someembodiments, about 100 Å to about 1,500 Å. When the thicknesses of thehole transport region, the hole injection layer, and the hole transportlayer are within these ranges, satisfactory hole transportingcharacteristics may be obtained without a substantial increase indriving voltage.

The emission auxiliary layer may increase the light-emission efficiencyof the device by compensating for an optical resonance distanceaccording to the wavelength of light emitted by an emission layer (e.g.,by adjusting the optical resonance distance to match the wavelength oflight emitted from the emission layer), and the electron blocking layermay block or reduce the flow of electrons from an electron transportregion. The emission auxiliary layer and the electron blocking layer mayeach include the materials described above.

P-Dopant

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In one embodiment, the p-dopant may have a lowest unoccupied molecularorbital (LUMO) energy level of −3.5 eV or less.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a cyano group-containing compound, butembodiments of the present disclosure are not limited thereto.

For example, the p-dopant may include at least one selected from thegroup consisting of:

a quinone derivative (such as tetracyanoquinodimethane (TCNQ) and/or2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F₄-TCNQ));

a metal oxide (such as tungsten oxide and/or molybdenum oxide);

1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221,

but embodiments of the present disclosure are not limited thereto:

In Formula 221,

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, wherein at least oneselected from R₂₂₁ to R₂₂₃ has at least one substituent selected from acyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substituted with —F,a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br, and a C₁-C₂₀ alkyl group substituted with —I.

Emission Layer in Organic Layer 150

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, and/or a blue emission layer,according to a sub-pixel. In one or more embodiments, the emission layermay have a stacked structure of two or more layers selected from a redemission layer, a green emission layer, and a blue emission layer,wherein the two or more layers may contact each other or may beseparated from each other. In one or more embodiments, the emissionlayer may include two or more materials selected from a red-lightemission material, a green-light emission material, and a blue-lightemission material, in which the two or more materials may be mixedtogether in a single layer to thereby emit white light.

The emission layer may include a host and a dopant. The dopant mayinclude at least one selected from a phosphorescent dopant and afluorescent dopant.

The amount of the dopant in the emission layer may be about 0.01 toabout 15 parts by weight based on 100 parts by weight of the host, butembodiments of the present disclosure are not limited thereto.

The thickness of the emission layer may be about 100 Å to about 1,000 Å,and in some embodiments, about 200 Å to about 600 Å. When the thicknessof the emission layer is within these ranges, excellent light-emissioncharacteristics may be obtained without a substantial increase indriving voltage.

Host in Emission Layer

In one or more embodiments, the host may include a compound representedby Formula 301:

[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21).  Formula 301

In Formula 301,

Ar₃₀₁ may be selected from a substituted or unsubstituted C₅-C₆₀carbocyclic group and a substituted or unsubstituted C₁-C₆₀ heterocyclicgroup,

xb11 may be 1, 2, or 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer selected from 0 to 5,

R₃₀₁ may be selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer selected from 1 to 5, and

Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In one embodiment, Ar₃₀₁ in Formula 301 may be selected from the groupconsisting of:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup; and

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

but embodiments of the present disclosure are not limited thereto.

When xb11 in Formula 301 is two or more, two or more Ar₃₀₁(s) may belinked (e.g., coupled) via a single bond.

In one or more embodiments, the compound represented by Formula 301 maybe represented by Formula 301-1 or 301-2:

In Formulae 301-1 to 301-2,

A₃₀₁ to A₃₀₄ may each independently be selected from a benzene group, anaphthalene group, a phenanthrene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a pyridine group,a pyrimidine group, an indene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,an indole group, a carbazole group, a benzocarbazole group, adibenzocarbazole group, a furan group, a benzofuran group, adibenzofuran group, a naphthofuran group, a benzonaphthofuran group, adinaphthofuran group, a thiophene group, a benzothiophene group, adibenzothiophene group, a naphthothiophene group, abenzonaphthothiophene group, and a dinaphthothiophene group,

X₃₀₁ may be O, S, or N-[(L₃₀₄)_(xb4)-R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be 0, 1, or 2,

L₃₀₁, xb1, R₃₀₁, and Q₃₁ to Q₃₃ may each independently be the same asdescribed above,

L₃₀₂ to L₃₀₄ may each independently be the same as described herein inconnection with L₃₀₁,

xb2 to xb4 may each independently be the same as described herein inconnection with xb1, and

R₃₀₂ to R₃₀₄ may each independently be the same as described herein inconnection with R₃₀₁.

For example, L₃₀₁ to L₃₀₄ in Formulae 301, 301-1, and 301-2 may eachindependently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group,dibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group,dibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, R₃₀₁ to R₃₀₄ in Formulae 301, 301-1, and301-2 may each independently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, the host may include an alkaline earth metalcomplex. For example, the host may be selected from a beryllium (Be)complex (for example, Compound H55) and a magnesium (Mg) complex. In oneor more embodiments, the host may be a zinc (Zn) complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADN),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene(mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55,but embodiments of the present disclosure are not limited thereto:

Phosphorescent Dopant Included in Emission Layer in Organic Layer 150

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formulae 401 and 402,

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm),

L₄₀₁ may be selected from ligands represented by Formula 402, xc1 may be1, 2, or 3, and when xc1 is two or more, two or more L₄₀₁(s) may beidentical to or different from each other,

L₄₀₂ may be an organic ligand, xc2 may be an integer selected from 0 to4, and when xc2 is two or more, two or more L₄₀₂(s) may be identical toor different from each other,

X₄₀₁ to X₄₀₄ may each independently be nitrogen or carbon,

X₄₀₁ and X₄₀₃ may be linked (e.g., coupled) via a single bond or adouble bond, and X₄₀₂ and X₄₀₄ may be linked (e.g., coupled) via asingle bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be selected from a C₅-C₆₀carbocyclic group and a C₁-C₆₀ heterocyclic group,

X₄₀₅ may be a single bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₁)-*′,*—C(Q₄₁₁)(Q₄₁₂)-*′, *—C(Q₄₁₁)═C(Q₄₁₂)-*′, *—C(Q₄₁₁)═*′, or *═C(Q₄₁₁)═*′,wherein Q₄₁₁ and Q₄₁₂ may each independently be selected from hydrogen,deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group,a biphenyl group, a terphenyl group, and a naphthyl group,

X₄₀₆ may be a single bond, O, or S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃),—N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and—P(═O)(Q₄₀₁)(Q₄₀₂), wherein Q₄₀₁ to Q₄₀₃ may each independently beselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a C₆-C₂₀ arylgroup, and a C₁-C₂₀ heteroaryl group,

xc11 and xc12 may each independently be an integer selected from 0 to10, and

* and *′ in Formula 402 may each independently indicate a binding siteto M in Formula 401.

In one embodiment, A₄₀₁ and A₄₀₂ in Formula 402 may each independentlybe selected from a benzene group, a naphthalene group, a fluorene group,a spiro-bifluorene group, an indene group, a pyrrole group, a thiophenegroup, a furan group, an imidazole group, a pyrazole group, a thiazolegroup, an isothiazole group, an oxazole group, an isoxazole group, apyridine group, a pyrazine group, a pyrimidine group, a pyridazinegroup, a quinoline group, an isoquinoline group, a benzoquinoline group,a quinoxaline group, a quinazoline group, a carbazole group, abenzimidazole group, a benzofuran group, a benzothiophene group, anisobenzothiophene group, a benzoxazole group, an isobenzoxazole group, atriazole group, a tetrazole group, an oxadiazole group, a triazinegroup, a dibenzofuran group, and a dibenzothiophene group.

In one or more embodiments, in Formula 402, i) X₄₀₁ may be nitrogen, andX₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ may both be nitrogen at thesame time (e.g., simultaneously).

In one or more embodiments, R₄₀₁ and R₄₀₂ in Formula 402 may eachindependently be selected from the group consisting of:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group,a cyclohexyl group, an adamantyl group, a norbornanyl group, and anorbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantyl group, anorbornanyl group, a norbornenyl group a phenyl group, a biphenyl group,a terphenyl group, a naphthyl group, a fluorenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornanylgroup, a norbornenyl group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, a pyridinyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and adibenzothiophenyl group; and

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂),

wherein Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group,and a naphthyl group, but embodiments of the present disclosure are notlimited thereto.

In one or more embodiments, when xc1 in Formula 401 is two or more, twoA₄₀₁(s) in two or more L₄₀₁(S) may be optionally linked (e.g., coupled)via a linking group X₄₀₇, and/or two A₄₀₂(S) in two or more L₄₀₁(S) maybe optionally linked (e.g., coupled) via a linking group X₄₀₈(seeCompounds PD1 to PD4 and PD7). X₄₀₇ and X₄₀₈ may each independently be asingle bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₃)-*′,*—C(Q₄₁₃)(Q₄₁₄)-*′, or *—C(Q₄₁₃)=C(Q₄₁₄)-*′ (wherein Q₄₁₃ and Q₄₁₄ mayeach independently be selected from hydrogen, deuterium, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group), but embodiments of the presentdisclosure are not limited thereto.

L₄₀₂ in Formula 401 may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from a halogen, a diketone(for example, acetylacetonate), a carboxylic acid ligand (for example,picolinate), —C(═O), an isonitrile, —CN, and a phosphorus-based ligand(for example, phosphine and/or phosphite), but embodiments of thepresent disclosure are not limited thereto.

In one or more embodiments, the phosphorescent dopant may be selectedfrom, for example, Compounds PD1 to PD25, but embodiments of the presentdisclosure are not limited thereto:

Fluorescent Dopant in Emission Layer

The fluorescent dopant may include an arylamine compound or astyrylamine compound.

The fluorescent dopant may include a compound represented by Formula501:

In Formula 501,

Ar₅₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer selected from 0 to 3;

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4 may be an integer selected from 1 to 6.

In one embodiment, Ar₅₀₁ in Formula 501 may be selected from the groupconsisting of:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more embodiments, L₅₀₁ to L₅₀₃ in Formula 501 may eachindependently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group,dibenzosilolylene group, and a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group,dibenzosilolylene group, and a pyridinylene group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In one or more embodiments, R₅₀₁ and R₅₀₂ in Formula 501 may eachindependently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, xd4 in Formula 501 may be 2, but embodimentsof the present disclosure are not limited thereto.

For example, the fluorescent dopant may be selected from Compounds FD1to FD22:

In one or more embodiments, the fluorescent dopant may be selected fromthe following compounds, but embodiments of the present disclosure arenot limited thereto:

Electron Transport Region in Organic Layer 150

The electron transport region may have i) a single-layered structureincluding (e.g., consisting of) a single layer including (e.g.,consisting of) a single material, ii) a single-layered structureincluding (e.g., consisting of) a single layer including a plurality ofdifferent materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron transport region may include at least one selected from abuffer layer, a hole blocking layer, an electron control layer, anelectron transport layer, and an electron injection layer, butembodiments of the present disclosure are not limited thereto.

For example, the electron transport region may have a structure ofelectron transport layer/electron injection layer, a structure of holeblocking layer/electron transport layer/electron injection layer, astructure of electron control layer/electron transport layer/electroninjection layer, or a structure of buffer layer/electron transportlayer/electron injection layer, wherein layers of each structure aresequentially stacked on the emission layer in each stated order.However, embodiments of the structure of the electron transport layerare not limited thereto.

The electron transport region (for example, including a buffer layer, ahole blocking layer, an electron control layer, and/or an electrontransport layer in the electron transport region) may include ametal-free compound including at least one π electron-depletednitrogen-containing ring.

As used herein, the term “π electron-depleted nitrogen-containing ring”refers to a C₁-C₆₀ heterocyclic group having at least one *—N═*′ moietyas a ring-forming moiety.

For example, the “π electron-depleted nitrogen-containing ring” may bei) a 5-membered to 7-membered heteromonocyclic group having at least one*—N═*′ moiety, ii) a heteropolycyclic group in which two or more5-membered to 7-membered heteromonocyclic groups each having at leastone *—N═*′ moiety are condensed (e.g., fused) with each other, or iii) aheteropolycyclic group in which at least one 5-membered to 7-memberedheteromonocyclic group having at least one *—N═*′ moiety is condensedwith at least one C₅-C₆₀ carbocyclic group.

Non-limiting examples of the π electron-depleted nitrogen-containingring may include an imidazole, a pyrazole, a thiazole, an isothiazole,an oxazole, an isoxazole, a pyridine, a pyrazine, a pyrimidine, apyridazine, an indazole, a purine, a quinoline, an isoquinoline, abenzoquinoline, a phthalazine, a naphthyridine, a quinoxaline, aquinazoline, a cinnoline, a phenanthridine, an acridine, aphenanthroline, a phenazine, a benzimidazole, an isobenzothiazole, abenzoxazole, an isobenzoxazole, a triazole, a tetrazole, an oxadiazole,a triazine, a thiadiazole, an imidazopyridine, an imidazopyrimidine, andan azacarbazole, but embodiments of the present disclosure are notlimited thereto.

For example, the electron transport region may include a compoundrepresented by Formula 601:

[Ar₆₀₁]_(xe11)-[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21).  Formula 601

In Formula 601,

Ar₆₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xe11 may be 1, 2, or 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group;

xe1 may be an integer selected from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), —C(═O)(Q₆₀₁),—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂),

Q₆₀₁ to Q₆₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, and

xe21 may be an integer selected from 1 to 5.

In one embodiment, at least one of the xe11 Ar₆₀₁(S) and/or at least oneof the xe21 R₆₀₁(S) may include a π electron-depletednitrogen-containing ring.

In one embodiment, ring Ar₆₀₁ in Formula 601 may be selected from thegroup consisting of:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, naphthacene group, a picene group, a perylene group, a pentaphenegroup, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, thiadiazole group, an imidazopyridine group, animidazopyrimidine group, and an azacarbazole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, naphthacene group, a picene group, a perylene group, a pentaphenegroup, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, thiadiazole group, an imidazopyridine group, animidazopyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

When xe11 in Formula 601 is two or more, two or more Ar₆₀₁(s) may belinked (e.g., coupled) via a single bond.

In one or more embodiments, Ar₆₀₁ in Formula 601 may be an anthracenegroup.

In one or more embodiments, the compound represented by Formula 601 maybe represented by Formula 601-1:

In Formula 601-1,

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), X₆₁₆ may be N orC(R₆₁₆), and at least one selected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be the same as described herein inconnection with L₆₀₁,

xe611 to xe613 may each independently be the same as described herein inconnection with xe1,

R₆₁₁ to R₆₁₃ may each independently be the same as described herein inconnection with R₆₀₁,

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one embodiment, L₆₀₁ and L₆₁₁ to L₆₁₃ in Formulae 601 and 601-1 mayeach independently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, xe1 and xe611 to xe613 in Formulae 601 and601-1 may each independently be 0, 1, or 2.

In one or more embodiments, R₆₀₁ and R₆₁₁ to R₆₁₃ in Formula 601 and601-1 may each independently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

—S(═O)₂(Q₆₀₁) and —P(═O)(Q₆₀₁)(Q₆₀₂),

wherein Q₆₀₁ and Q₆₀₂ may each independently be the same as describedabove.

The electron transport region may include at least one compound selectedfrom Compounds ET1 to ET36, but embodiments of the present disclosureare not limited thereto:

In one or more embodiments, the electron transport region may include atleast one selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline(BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq₃, BAlq,3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), and NTAZ:

The thicknesses of the buffer layer, the hole blocking layer, and/or theelectron controlling layer may each independently be about 20 Å to about1,000 Å, and in some embodiments, about 30 Å to about 300 Å. When thethicknesses of the buffer layer, the hole blocking layer, and theelectron control layer are each within these ranges, the electronblocking layer may have excellent electron blocking characteristicsand/or electron control characteristics without a substantial increasein driving voltage.

The thickness of the electron transport layer may be about 100 Å toabout 1000 Å, and in some embodiments, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within these ranges,the electron transport layer may have satisfactory electron transportcharacteristics without a substantial increase in driving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected from analkali metal complex and an alkaline earth metal complex. The alkalimetal complex may include a metal ion selected from a lithium (Li) ion,a sodium (Na) ion, a potassium (K) ion, a rubidium (Rb) ion, and acesium (Cs) ion, and the alkaline earth metal complex may include ametal ion selected from a Be ion, a Mg ion, a calcium (Ca) ion, astrontium (Sr) ion, and a barium (Ba) ion. Each ligand coordinated withthe metal ion of the alkali metal complex or the alkaline earth metalcomplex may be independently selected from a hydroxyquinoline, ahydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, ahydroxyphenanthridine, a hydroxyphenyl oxazole, a hydroxyphenylthiazole, a hydroxydiphenyl oxadiazole, a hydroxydiphenyl thiadiazole, ahydroxyphenyl pyridine, a hydroxyphenyl benzimidazole, a hydroxyphenylbenzothiazole, a bipyridine, a phenanthroline, and a cyclopentadiene,but embodiments of the present disclosure are not limited thereto.

For example, the metal-containing material may include a Li complex. TheLi complex may include, for example, Compound ET-D1(8-hydroxyquinolinolato-lithium, LiQ) and/or ET-D2:

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may directly contact the second electrode190.

The electron injection layer may have i) a single-layered structureincluding (e.g., consisting of) a single layer including (e.g.,consisting of) a single material, ii) a single-layered structureincluding (e.g., consisting of) a single layer including a plurality ofdifferent materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth metal complex, a rare earth metal complex, ora combination thereof.

The alkali metal may be selected from Li, Na, K, Rb, and Cs. In oneembodiment, the alkali metal may be Li, Na, or Cs. In one or moreembodiments, the alkali metal may be Li or Cs, but embodiments of thepresent disclosure are not limited thereto.

The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

The rare earth metal may be selected from scandium (Sc), yttrium (Y),cerium (Ce), ytterbium (Yb), gadolinium (Gd), and terbium (Tb).

The alkali metal compound, the alkaline earth metal compound, and therare earth metal compound may be selected from oxides and halides (forexample, fluorides, chlorides, bromides, and/or iodines) of the alkalimetal, the alkaline earth metal, and rare earth metal, respectively.

The alkali metal compound may be selected from alkali metal oxides (suchas Li₂O, Cs₂O, and/or K₂O) and alkali metal halides (such as LiF, NaF,CsF, KF, LiI, NaI, CsI, and/or KI). In one embodiment, the alkali metalcompound may be selected from LiF, Li₂O, NaF, LiI, NaI, CsI, and KI, butembodiments of the present disclosure are not limited thereto.

The alkaline earth metal compound may be selected from alkaline earthmetal compounds (such as BaO, SrO, CaO, Ba_(x)Sr_(1-x)O (0<x<1), and/orBa_(x)Ca_(1-x)O (0<x<1)). In one embodiment, the alkaline earth metalcompound may be selected from BaO, SrO, and CaO, but embodiments of thepresent disclosure are not limited thereto.

The rare earth metal compound may be selected from YbF₃, ScF₃, ScO₃,Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In one embodiment, the rare earth metalcompound may be selected from YbF₃, ScF₃, TbF₃, YbI₃, ScI₃, and TbI₃,but embodiments of the present disclosure are not limited thereto.

The alkali metal complex, the alkaline earth metal complex, and the rareearth metal complex may include an alkali metal ion, an alkaline earthmetal ion, and a rare earth metal ion, respectively, as described above,and each ligand coordinated with the metal ion in the alkali metalcomplex, the alkaline earth metal complex, and the rare earth metalcomplex may independently be selected from hydroxyquinoline,hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine,hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole,hydroxy diphenyl oxadiazole, hydroxydiphenyl thiadiazole, hydroxyphenylpyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole,bipyridine, phenanthroline, and cyclopentadiene, but embodiments of thepresent disclosure are not limited thereto.

The electron injection layer may include (e.g., consist of) an alkalimetal, an alkaline earth metal, a rare earth metal, an alkali metalcompound, an alkaline earth metal compound, a rare earth metal compound,an alkali metal complex, an alkaline earth metal complex, a rare earthmetal complex, or a combination thereof, as described above. In one ormore embodiments, the electron injection layer may further include anorganic material. When the electron injection layer further includes anorganic material, the alkali metal, the alkaline earth metal, the rareearth metal, the alkali metal compound, the alkaline earth metalcompound, the rare earth metal compound, the alkali metal complex, thealkaline earth metal complex, the rare earth metal complex, or thecombination thereof may be homogeneously or non-homogeneously dispersedin a matrix including the organic material.

The thickness of the electron injection layer may be about 1 Å to about100 Å, and in some embodiments, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within these ranges, theelectron injection layer may have satisfactory electron injectioncharacteristics without a substantial increase in driving voltage.

Second Electrode 190

The second electrode 190 may be on the organic layer 150. The secondelectrode 190 may be a cathode that is an electron injection electrode,and in this regard, the material for forming the second electrode 190may be a material having a low work function (such as a metal, an alloy,an electrically conductive compound, and/or a mixture thereof).

The second electrode 190 may include at least one selected from lithium(Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO, but embodiments of the present disclosure are notlimited thereto. The second electrode 190 may be a transmissiveelectrode, a semi-transmissive electrode, or a reflective electrode.

The second electrode 190 may have a single-layer structure or amulti-layer structure including two or more layers.

Description of FIGS. 2 to 4

An organic light-emitting device 20 according to FIG. 2 includes a firstcapping layer 210, a first electrode 110, an organic layer 150, and asecond electrode 190 sequentially stacked in this stated order. Anorganic light-emitting device 30 according to FIG. 3 includes a firstelectrode 110, an organic layer 150, a second electrode 190, and asecond capping layer 220 sequentially stacked in this stated order. Anorganic light-emitting device 40 according to FIG. 4 includes a firstcapping layer 210, a first electrode 110, an organic layer 150, a secondelectrode 190, and a second capping layer 220 sequentially stacked inthis stated order.

Regarding FIGS. 2 to 4, the first electrode 110, the organic layer 150,and the second electrode 190 may each be the same as described herein inconnection with FIG. 1.

In the organic layer 150 of each of the organic light-emitting devices20 and 40, light generated in the emission layer may pass through thefirst electrode 110 (which may be a semi-transmissive electrode or atransmissive electrode) and the first capping layer 210 toward theoutside. In the organic layer 150 of each of the organic light-emittingdevices 30 and 40, light generated in an emission layer may pass throughthe second electrode 190 (which is a semi-transmissive electrode or atransmissive electrode) and the second capping layer 220 toward theoutside.

The first capping layer 210 and the second capping layer 220 mayincrease the external luminescent efficiency of the device according tothe principle of constructive interference.

The first capping layer 210 and the second capping layer 220 may eachindependently be an organic capping layer including an organic material,an inorganic capping layer including an inorganic material, or acomposite capping layer including an organic material and an inorganicmaterial.

At least one selected from the first capping layer 210 and the secondcapping layer 220 may include at least one material selected fromcarbocyclic compounds, heterocyclic compounds, amine-based compounds,porphyrin derivatives, phthalocyanine derivatives, naphthalocyaninederivatives, alkali metal-based complexes, and alkaline earthmetal-based complexes. The carbocyclic compound, the heterocycliccompound, and/or the amine-based compound may each be optionallysubstituted with a substituent containing at least one element selectedfrom O, N, S, selenium (Se), silicon (Si), fluorine (F), chlorine (CI),bromine (Br), and iodine (I). In one embodiment, at least one selectedfrom the first capping layer 210 and the second capping layer 220 mayinclude an amine-based compound.

In one embodiment, at least one selected from the first capping layer210 and the second capping layer 220 may include the compoundrepresented by Formula 1A or 1B.

In one embodiment, at least one selected from the first capping layer210 and the second capping layer 220 may include the compoundrepresented by Formula 201 or the compound represented by Formula 202.

In one or more embodiments, at least one selected from the first cappinglayer 210 and the second capping layer 220 may include a compoundselected from Compounds HT28 to HT33 and Compounds CP1 to CP5, butembodiments of the present disclosure are not limited thereto:

Hereinbefore, the organic light-emitting device according to anembodiment of the present disclosure has been described in connectionwith FIGS. 1-4. However, embodiments of the present disclosure are notlimited thereto.

The layers constituting the hole transport region, the emission layer,and the layers constituting the electron transport region may be formedin a specific region of the device using one or more suitable methodsselected from vacuum deposition, spin coating, casting,Langmuir-Blodgett (LB) deposition, ink-jet printing, laser-printing, andlaser-induced thermal imaging (LITI).

When the layers of the hole transport region, the emission layer, andthe layers of the electron transport region are formed by deposition,the deposition may be performed at a deposition temperature of about 100to about 500° C., at a vacuum degree of about 10⁻⁸ to about 10⁻³ torr,and at a deposition rate of about 0.01 to about 100 Å/sec, depending onthe compound to be deposited in each layer, and the structure of eachlayer to be formed.

When the layers constituting the hole transport region, the emissionlayer, and the layers constituting the electron transport region areformed by spin coating, the spin coating may be performed at a coatingspeed of about 2,000 rpm to about 5,000 rpm and at a temperature ofabout 80° C. to 200° C., depending on the compound to be included ineach layer, and the structure each layer to be formed.

General Definitions of Substituents

The term “C₁-C₆₀ alkyl group”, as used herein, refers to a linear orbranched aliphatic saturated hydrocarbon monovalent group having 1 to 60carbon atoms, and non-limiting examples thereof may include a methylgroup, an ethyl group, a propyl group, an isobutyl group, a sec-butylgroup, a tert-butyl group, a pentyl group, an iso-amyl group, and ahexyl group. The term “C₁-C₆₀ alkylene group”, as used herein, refers toa divalent group having substantially the same structure as the C₁-C₆₀alkyl group.

The term “C₂-C₆₀ alkenyl group”, as used herein, refers to a hydrocarbongroup formed by substituting at least one carbon-carbon double bond inthe body (e.g., middle) or at the terminus of the C₂-C₆₀ alkyl group,and non-limiting examples thereof may include an ethenyl group, apropenyl group, and a butenyl group. The term “C₂-C₆₀ alkenylene group”,as used herein, refers to a divalent group having substantially the samestructure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group”, as used herein, refers to a hydrocarbongroup formed by substituting at least one carbon-carbon triple bond inthe body (e.g., middle) or at the terminus of the C₂-C₆₀ alkyl group,and non-limiting examples thereof may include an ethynyl group and apropynyl group. The term “C₂-C₆₀ alkynylene group”, as used herein,refers to a divalent group having substantially the same structure asthe C₂-C₆₀ alkynyl group.

The term “C₁-C₆₀ alkoxy group”, as used herein, refers to a monovalentgroup represented by —O-A₁₀₁(wherein A₁₀₁ is a C₁-C₆₀ alkyl group), andnon-limiting examples thereof may include a methoxy group, an ethoxygroup, and an isopropyloxy group.

The term “C₃-C₁₀ cycloalkyl group”, as used herein, refers to amonovalent saturated hydrocarbon monocyclic group having 3 to 10 carbonatoms, and non-limiting examples thereof may include a cyclopropylgroup, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, anda cycloheptyl group. The term “C₃-C₁₀ cycloalkylene group”, as usedherein, refers to a divalent group having substantially the samestructure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group”, as used herein, refers to amonovalent saturated monocyclic group having at least one heteroatomselected from N, O, Si, phosphorus (P), and S as a ring-forming atom and1 to 10 carbon atoms, and non-limiting examples thereof may include a1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, and atetrahydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group”,as used herein, refers to a divalent group having substantially the samestructure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group”, as used herein, refers to amonovalent monocyclic group that has 3 to 10 carbon atoms and at leastone carbon-carbon double bond in the ring thereof, and does not havearomaticity (e.g., is non-aromatic). Non-limiting examples thereof mayinclude a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenylgroup. The term “C₃-C₁₀ cycloalkenylene group”, as used herein, refersto a divalent group having substantially the same structure as theC₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group”, as used herein, refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms,and at least one double bond in its ring. Non-limiting examples of theC₁-C₁₀ heterocycloalkenyl group may include a4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, anda 2,3-dihydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkenylenegroup”, as used herein, refers to a divalent group having substantiallythe same structure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group”, as used herein, refers to a monovalentgroup having a carbocyclic aromatic system having 6 to 60 carbon atoms,and the term “C₆-C₆₀ arylene group”, as used herein, refers to adivalent group having a carbocyclic aromatic system having 6 to 60carbon atoms. Non-limiting examples of the C₆-C₆₀ aryl group may includea phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenylgroup, a pyrenyl group, and a chrysenyl group. When the C₆-C₆₀ arylgroup and the C₆-C₆₀ arylene group each include two or more rings, therings may be fused (e.g., condensed).

The term “C₁-C₆₀ heteroaryl group”, as used herein, refers to amonovalent group having a heterocyclic aromatic system that has at leastone heteroatom selected from N, O, Si, P, and S as a ring-forming atom,and 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group”, as usedherein, refers to a divalent group having a carbocyclic aromatic systemthat has at least one heteroatom selected from N, O, Si, P, and S as aring-forming atom, and 1 to 60 carbon atoms. Non-limiting examples ofthe C₁-C₆₀ heteroaryl group may include a pyridinyl group, a pyrimidinylgroup, a pyrazinyl group, a pyridazinyl group, a triazinyl group, aquinolinyl group, and an isoquinolinyl group. When the C₁-C₆₀ heteroarylgroup and the C₁-C₆₀ heteroarylene group each include two or more rings,the rings may be fused (e.g., condensed).

The term “C₆-C₆₀ aryloxy group”, as used herein, refers to —O-A₁₀₂(wherein A₁₀₂ is a C₆-C₆₀ aryl group), and the term “C₆-C₆₀ arylthiogroup”, as used herein, refers to —S-A₁₀₃ (wherein A₁₀₃ is a C₆-C₆₀ arylgroup).

The term “monovalent non-aromatic condensed polycyclic group”, as usedherein, refers to a monovalent group that has two or more ringscondensed with each other, only carbon atoms as a ring forming atom (forexample, 8 to 60 carbon atoms), and non-aromaticity in the entiremolecular structure. A non-limiting example of a monovalent non-aromaticcondensed polycyclic group may be a fluorenyl group. The term “divalentnon-aromatic condensed polycyclic group”, as used herein, refers to adivalent group having substantially the same structure as the monovalentnon-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group”, asused herein, refers to a monovalent group that has two or more ringscondensed to each other, has at least one heteroatom selected from N, O,Si, P, and S in addition to carbon atoms (for example, 1 to 60 carbonatoms) as ring forming atoms, and has non-aromaticity in the entiremolecular structure. A non-limiting example of a monovalent non-aromaticcondensed heteropolycyclic group may be a carbazolyl group. The term“divalent non-aromatic condensed heteropolycyclic group”, as usedherein, refers to a divalent group having substantially the samestructure as the monovalent non-aromatic condensed heteropolycyclicgroup.

The term “C₅-C₆₀ carbocyclic group”, as used herein, refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which thering-forming atoms are all carbon atoms. The term “C₅-C₆₀ carbocyclicgroup”, as used herein, may refer to an aromatic carbocyclic group or anon-aromatic carbocyclic group. The term “C₅-C₆₀ carbocyclic group”, asused herein, may refer to a ring (such as a benzene), a monovalent group(such as a phenyl group), or a divalent group (such as a phenylenegroup). In one or more embodiments, depending on the number ofsubstituents connected to the C₅-C₆₀ carbocyclic group, the C₅-C₆₀carbocyclic group may be a trivalent group or a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group”, as used herein, refers to a grouphaving substantially the same structure as the C₅-C₆₀ carbocyclic group,except that at least one heteroatom selected from N, O, Si, P, and S isused in addition to carbon (for example, 1 to 60 carbon atoms) as aring-forming atom.

As used herein, at least one substituent of the substituted C₅-C₆₀carbocyclic group, substituted C₁-C₆₀ heterocyclic group, substitutedC₃-C₁₀ cycloalkylene group, substituted C₁-C₁₀ heterocycloalkylenegroup, substituted C₃-C₁₀ cycloalkenylene group, substituted C₁-C₁₀heterocycloalkenylene group, substituted C₆-C₆₀ arylene group,substituted C₁-C₆₀ heteroarylene group, a substituted divalentnon-aromatic condensed polycyclic group, a substituted divalentnon-aromatic condensed heteropolycyclic group, substituted C₁-C₆₀ alkylgroup, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynylgroup, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkylgroup, substituted C₁-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₁-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group, andsubstituted monovalent non-aromatic condensed heteropolycyclic group maybe selected from the group consisting of:

deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

The term “Ph”, as used herein, may refer to a phenyl group; the term“Me”, as used herein, may refer to a methyl group; the term “Et”, asused herein, may refer to an ethyl group; the terms “ter-Bu” or “But”,as used herein, may refer to a tert-butyl group; and the term “OMe”, asused herein, may refer to a methoxy group.

The term “biphenyl group”, as used herein, refers to “a phenyl groupsubstituted with a phenyl group”. In other words, a biphenyl group is asubstituted phenyl group having a C₆-C₆₀ aryl group as a substituent.

The term “terphenyl group”, as used herein, refers to “a phenyl groupsubstituted with a biphenyl group”. In other words, a terphenyl group isa substituted phenyl group having a C₆-C₆₀ aryl group substituted with aC₆-C₆₀ aryl group as a substituent.

* and *′ used herein, unless defined otherwise, each refer to a bindingsite to a neighboring atom in a corresponding formula.

Hereinafter, a carbazole-based compound according to an embodiment ofthe present disclosure and an organic light-emitting device according toan embodiment of the present disclosure will be described in more detailwith reference to Synthesis Examples and Examples. The wording “B wasused instead of A” used in describing Synthesis Examples refers to thata molar equivalent of B was used in place of A.

EXAMPLE Synthesis Example 1: Synthesis of Compound 3

4.93 g (12 mmol) of Intermediate 3-1, 5.99 g (15.0 mmol) of Intermediate100, 440 mg (0.48 mmol) of Pd₂(dba)₃, 485 mg (0.24 mmol) oftri-tert-butylphosphine (P(t-Bu)₃), and 2.70 g (24.1 mmol) of KOtBu weredissolved in 80 mL of toluene, and the mixture was stirred at atemperature of 85° C. for 4 hours. The reaction solution was cooled toroom temperature, washed with 60 mL of water, and washed three timeswith 60 mL of diethyl ether. The organic layer obtained therefrom wasdried over magnesium sulfate, and the residual obtained by filtering andevaporating the solvent therefrom was fractionally purified by silicagel column chromatography, thereby completing the preparation ofCompound 3 (Yield: 4.3 g, 87%).

Synthesis Example 2: Synthesis of Compound 20

Compound 20 (4.9 g, 64%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 20-1 was usedinstead of Intermediate 3-1.

Synthesis Example 3: Synthesis of Compound 28

Compound 28 (3.7 g, 54%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 28-1 andIntermediate 200 were used instead of Intermediate 3-1 and Intermediate100, respectively.

Synthesis Example 4: Synthesis of Compound 37

Compound 37 (4.4 g, 68%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 37-1 andIntermediate 200 were used instead of Intermediate 3-1 and Intermediate100, respectively.

Synthesis Example 5: Synthesis of Compound 44

Compound 44 (4.6 g, 68%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 44-1 was usedinstead of Intermediate 3-1.

Synthesis Example 6: Synthesis of Compound 51

Compound 51 (4.2 g, 65%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 51-1 andIntermediate 200 were used instead of Intermediate 3-1 and Intermediate100, respectively.

Synthesis Example 7: Synthesis of Compound 58

Compound 58 (4.1 g, 72%) was synthesized in substantially the samemanner as in Synthesis Example 1, except that Intermediate 58-1 andIntermediate 200 were used instead of Intermediate 3-1 and Intermediate100, respectively.

¹H NMR and Fast Atom Bombardment-Mass Spectrometry (FAB-MS) data for thesynthesized compounds are shown in Table 1. Additional synthesis methodsfor other compounds than those shown in Table 1 may be understood by oneof ordinary skill in the art by referring to the syntheses and sourcematerials described in Synthesis Examples 1 to 7.

TABLE 1 FAB-MS Compound ¹H NMR (CDCl₃, 400 MHz) found calc. 3 δ = 8.21(d, 1H), 7.88 (dd, 2H), 7.63 (q, 2H), 726.37 726.30 7.51-7.30 (m, 15H),7.25 (m, 2H), 7.13-7.11 (m, 7H), 6.83 (dd, 2H), 6.64-6.60 (m, 3H), 6.49(dd, 2H), 6.30 (m, 2H) 20 δ = 8.21 (d, 1H), 7.88-7.81 (m, 4H), 7.61 (d,776.38 776.32 1H), 7.50 (m, 14H), 7.25 (m, 3H), 7.13-7.11 (m, 7H), 6.97(t, 1), 6.83 (dd, 2H). 6.60 (dd, 1H), 6.49-6.40 (m, 4H), 6.30 (m, 2H) 28δ = 8.16 (d, 1H), 7.91-7.89 (m, 3H), 7.77 (dd, 755.97 766.99 1H), 7.60(d, 1H), 7.53-7.30 (m, 10H), 7.24 (m, 1H), 7.17-7.08 (m, 10H), 6.82 (m,4H) 6.67 (m, 2H), 6.55 (m, 1H), 6.46 (t, 1H), 6.02 (m, 1H), 1.61 (s, 6H)37 δ = 8.21 (d, 1H), 7.89 (dd, 2H), 7.50-7.30 (m, 818.09 818.04 9H),7.25 (m, 3H), 7.17-7.05 (m, 11H), 6.86 (m, 3H), 6.65-6.46 (m, 8H), 6.34(td, 1H), 6.15 (m, 4H) 6.02 (m, 1H) 44 δ = 8.16-8.13 (m, 2H), 7.88-7.77(m, 5H), 776.96 776.98 7.51-7.30 (m, 14H), 7.24-7.20 (m, 3H), 7.13-7.10(m, 7H), 6.89-6.74 (m, 5H), 6.32 (td, 2H), 5.69 (m, 2H) 51 δ = 8.13 (d,1H), 7.89-7.72 (m, 6H), 7.66 (d, 817.03 817.00 1H), 7.51-7.30 (m, 13H),7.24 (m, 1H), 7.20 (m, 1H), 7.17-7.08 (m, 7H), 6.94-6.79 (m, 6H), 6.61(t, 1H), 6.46 (t, 1H), 6.02 (m, 2H) 58 δ = 8.13 (m, 1H), 7.89-7.73 (m,8H), 803.29 803.02 7.51-7.30 (m, 11H), 7.24 (m, 1H), 7.20 (m, 1H),7.17-7.06 (m, 9H), 6.82-6.45 (m, 7H), 6.16 (3H), 6.02 (m, 1H)

Example 1

As a substrate and an anode, a Corning 15 Ω/cm² (1,200 Å) ITO glasssubstrate was cut to a size of 50 mm×50 mm×0.7 mm, sonicated usingisopropyl alcohol and pure water for 5 minutes each, and cleaned byexposure to ultraviolet rays and ozone for 30 minutes. The resultantglass substrate was mounted on a vacuum deposition apparatus.

2-TNATA was vacuum-deposited on the ITO anode of the glass substrate toform a hole injection layer having a thickness of 600 Å, and Compound 3was vacuum-deposited on the hole injection layer to form a holetransport layer having a thickness of 300 Å.

ADN (as a host) and DPAVBi (as a dopant) were co-deposited at a weightratio of 98:2 on the hole transport layer to form an emission layerhaving a thickness of 300 Å.

Alq₃ was deposited on the emission layer to form an electron transportlayer having a thickness of 300 Å, LiF was deposited on the electrontransport layer to form an electron injection layer having a thicknessof 10 Å, and Al was vacuum-deposited on the electron injection layer toform a cathode having a thickness of 3,000 Å, thereby completing themanufacture of an organic light-emitting device.

Examples 2 to 7 and Comparative Examples 1 to 4

Additional organic light-emitting devices were manufactured insubstantially the same manner as in Example 1, except that the compoundsshown in Table 1 were used instead of Compound 3 in forming each holetransport layer.

Evaluation Example 1

The driving voltage, current density, luminance, efficiency, and halflifespan of each of the organic light-emitting devices manufacturedaccording to Examples 1 to 7 and Comparative Examples 1 to 4 weremeasured using a Keithley SMU 236 and a luminance meter PR650. Theresults thereof are shown in Table 2. The half lifespan refers to theamount of time elapsed when the initial luminance (@100 mA/cm²) of anorganic light-emitting device is reduced by half after the organiclight-emitting device is driven.

TABLE 2 Hole Driving Current Half lifespan transport voltage densityLuminance Efficiency Emission (hr@ layer (V) (mA/cm²) (cd/m²) (cd/A)color 100 mA/cm²) Example 1 Compound 3 5.52 50 2690 5.38 blue 248Example 2 Compound 5.31 50 2750 5.50 blue 251 20 Example 3 Compound 5.4450 2783 5.57 blue 266 28 Example 4 Compound 5.16 50 2867 5.73 blue 25537 Example 5 Compound 5.38 50 2915 5.83 blue 278 44 Example 6 Compound5.35 50 2970 5.94 blue 301 51 Example 7 Compound 5.45 50 2814 5.63 blue283 58 Comparative NPB 6.75 50 2132 4.26 blue 161 Example 1 ComparativeCompound A 6.02 50 2725 5.45 blue 211 Example 2 Comparative Compound B5.46 50 2800 5.60 blue 147 Example 3 Comparative Compound C 6.12 50 24805.12 blue 183 Example 4

According to Table 2, the driving voltage, efficiency, luminance, andlifespan characteristics of each of the organic light-emitting devicesof Examples 1 to 7 are better than the driving voltage, efficiency,luminance, and lifespan characteristics of each of the organiclight-emitting devices of Comparative Examples 1 to 4.

An organic light-emitting device according to an embodiment of thepresent disclosure includes the carbazole-based compound describedabove. Due to the inclusion of the carbazole-based compound, the organiclight-emitting device may have improved driving voltage, improvedefficiency, improved luminance, and a long lifespan.

It should be understood that the example embodiments described hereinshould be considered in a descriptive sense only and not for purposes oflimitation. Descriptions of features or aspects within each exampleembodiment should typically be considered as being available for othersimilar features or aspects in other embodiments.

As used herein, the terms “use”, “using”, and “used” may be consideredsynonymous with the terms “utilize”, “utilizing”, and “utilized”,respectively. Further, the use of “may” when describing embodiments ofthe present disclosure refers to “one or more embodiments of the presentdisclosure”.

As used herein, the terms “substantially”, “about”, and similar termsare used as terms of approximation and not as terms of degree, and areintended to account for the inherent deviations in measured orcalculated values that would be recognized by those of ordinary skill inthe art.

Also, any numerical range recited herein is intended to include allsubranges of the same numerical precision subsumed within the recitedrange. For example, a range of “1.0 to 10.0” is intended to include allsubranges between (and including) the recited minimum value of 1.0 andthe recited maximum value of 10.0, that is, having a minimum value equalto or greater than 1.0 and a maximum value equal to or less than 10.0,such as, for example, 2.4 to 7.6. Any maximum numerical limitationrecited herein is intended to include all lower numerical limitationssubsumed therein and any minimum numerical limitation recited in thisspecification is intended to include all higher numerical limitationssubsumed therein. Accordingly, Applicant reserves the right to amendthis specification, including the claims, to expressly recite anysub-range subsumed within the ranges expressly recited herein.

While one or more embodiments have been described with reference to thedrawings, it will be understood by those of ordinary skill in the artthat various changes in form and details may be made therein withoutdeparting from the spirit and scope of the present disclosure as definedby the following claims and equivalents thereof.

What is claimed is:
 1. A carbazole-based compound represented by Formula1A or 1B:

wherein, in Formulae 1A and 1B, L₁ to L₃ are each independently selectedfrom a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group, a1to a3 are each independently an integer selected from 0, 1, 2, and 3;wherein when a1 is two or more, two or more L₁(s) are identical to ordifferent from each other; when a2 is two or more, two or more L₂(s) areidentical to or different from each other; and when a3 is two or more,two or more L₃(s) are identical to or different from each other, Ar₁ andAr₂ are each independently selected from a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,Ar₃ is selected from the group consisting of: a C₁-C₆₀ alkyl group and aC₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group,each substituted with at least one selected from deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and—P(═O)(Q₃₁)(Q₃₂); a phenyl group, a biphenyl group, a terphenyl group, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, aphenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, and an ovalenyl group; and a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a phenalenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, and an ovalenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, and an ovalenyl group, R₁to R₅ are each independently selected from hydrogen, deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁), and—P(═O)(Q₁)(Q₂), b1 and b3 to b5 are each independently an integerselected from 0 to 4, and b2 is an integer selected from 0 to 3; whereinwhen b1 is two or more, two or more R₁(s) are identical to or differentfrom each other; when b2 is two or more, two or more R₂(s) are identicalto or different from each other; when b3 is two or more, two or moreR₃(s) are identical to or different from each other; when b4 is two ormore, two or more R₄(s) are identical to or different from each other;and when b5 is two or more, two or more R₅(s) are identical to ordifferent from each other, and at least one substituent of thesubstituted C₃-C₁₀ cycloalkylene group, substituted C₁-C₁₀heterocycloalkylene group, substituted C₃-C₁₀ cycloalkenylene group,substituted C₁-C₁₀ heterocycloalkenylene group, substituted C₆-C₆₀arylene group, substituted C₁-C₆₀ heteroarylene group, a substituteddivalent non-aromatic condensed polycyclic group, a substituted divalentnon-aromatic condensed heteropolycyclic group, substituted C₁-C₆₀ alkylgroup, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynylgroup, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkylgroup, substituted C₁-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₁-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group, andsubstituted monovalent non-aromatic condensed heteropolycyclic group isselected from the group consisting of: deuterium (-D), —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₁₁)(Q₁₂)(Q₁₃),—N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁), —S(═O)₂(Q₁₁), and—P(═O)(Q₁₁)(Q₁₂); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, and a monovalent non-aromatic condensed heteropolycyclic group; aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), wherein Q₁ to Q₃, Q₁₁to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.
 2. The carbazole-based compound of claim1, wherein: L₁ to L₃ are each independently selected from the groupconsisting of: a phenylene group, a pentalenylene group, an indenylenegroup, a naphthylene group, an azulenylene group, a heptalenylene group,an indacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group; and a phenylene group, a pentalenylenegroup, an indenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-bifluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, an ovalenylene group,a thiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group.
 3. Thecarbazole-based compound of claim 1, wherein: L₁ to L₃ are eachindependently selected from groups represented by Formula 3-1 to Formula3-46:

wherein, in Formulae 3-1 to 3-46, Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), orSi(Z₆)(Z₇); Z₁ to Z₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group, d2 is an integer selected from 0 to 2, d3is an integer selected from 0 to 3, d4 is an integer selected from 0 to4, d5 is an integer selected from 0 to 5, d6 is an integer selected from0 to 6, d8 is an integer selected from 0 to 8, and * and *′ eachindicate a binding site to a neighboring atom.
 4. The carbazole-basedcompound of claim 3, wherein: L₁ to L₃ are each independently selectedfrom groups represented by Formulae 3-1 to 3-9, 3-25 to 3-27, and 3-31to 3-43, and Z₁ to Z₇ in Formulae 3-1 to 3-9, 3-25 to 3-27 and 3-31 to3-43 are each independently selected from hydrogen, deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a carbazolylgroup, a dibenzofuranyl group, and a dibenzothiophenyl group.
 5. Thecarbazole-based compound of claim 1, wherein a1 to a3 are eachindependently 0, 1, or
 2. 6. The carbazole-based compound of claim 1,wherein: Ar₁ and Ar₂ are each independently selected from the groupconsisting of: a phenyl group, a biphenyl group, a terphenyl group, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, a benzofuranylgroup, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and a dibenzosilolyl group; and a phenyl group, a biphenyl group,a terphenyl group, a pentalenyl group, an indenyl group, a naphthylgroup, an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a thiophenyl group, a furanyl group, acarbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, and a dibenzosilolyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, —N(Q₃₁)(Q₃₂),and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group.
 7. Thecarbazole-based compound of claim 1, wherein: Ar₁ and Ar₂ are eachindependently selected from groups represented by Formulae 5-1 to 5-79:

wherein, in Formulae 5-1 to 5-79, Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), orSi(Z₃₆)(Z₃₇), Z₃₁ to Z₃₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzimidazolyl group,a phenanthrolinyl group, a triazinyl group, —N(Q₃₁)(Q₃₂), and—Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independently selectedfrom a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group; e2 is aninteger selected from 0 to 2, e3 is an integer selected from 0 to 3, e4is an integer selected from 0 to 4, e5 is an integer selected from 0 to5, e6 is an integer selected from 0 to 6, e7 is an integer selected from0 to 7, e9 is an integer selected from 0 to 9, and * indicates a bindingsite to a neighboring atom.
 8. The carbazole-based compound of claim 7,wherein: Ar₁ and Ar₂ are each independently selected from groupsrepresented by Formulae 5-1 to 5-20, and Z₃₁ to Z₃₇ in Formulae 5-1 to5-20 are each independently selected from hydrogen, deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a carbazolylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, —N(Q₃₁)(Q₃₂),and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group.
 9. Thecarbazole-based compound of claim 1, wherein: Ar₁ and Ar₂ are eachindependently selected from a group represented by any of Formulae 6-1to 6-100 and a group represented by any of Formulae 10-1 to 10-121:

wherein Ph in Formulae 6-1 to 6-100 and 100- to 10-121 indicates aphenyl group, and * indicates a binding site to a neighboring atom. 10.The carbazole-based compound of claim 9, wherein Ar₁ and Ar₂ are eachindependently selected from groups represented by Formulae 6-1 to 6-100.11. The carbazole-based compound of claim 1, wherein: Ar₃ is selectedfrom the group consisting of: a C₁-C₁₀ alkyl group; a C₁-C₁₀ alkyl groupsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, and a hydrazono group; a phenyl group, a biphenylgroup, a terphenyl group, and a naphthyl group; and a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, and a C₁-C₁₀ alkyl group.
 12. Thecarbazole-based compound of claim 1, wherein: R₁ to R₅ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃ are eachindependently selected from a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup).
 13. The carbazole-based compound of claim 1, wherein: thecarbazole-based compound is represented by Formula 1A-1, 1A-2, 1A-3,1B-1, 1B-2, or 1B-3:

wherein L₁ to L₃, a1 to a3, Ar₁ to Ar₃, R₁ to R₅, and b1 to b5 inFormulae 1A-1 to 1A-3 and 1B-1 to 1B-3 are each independently the sameas described in Formulae 1A and 1B.
 14. The carbazole-based compound ofclaim 1, wherein the carbazole-based compound is one selected fromCompounds 1 to 62:


15. An organic light-emitting device comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode and comprising anemission layer, wherein the organic layer comprises at least one of thecarbazole-based compounds of claim
 1. 16. The organic light-emittingdevice of claim 15, wherein: the first electrode is an anode, the secondelectrode is a cathode, the organic layer further comprises a holetransport region between the first electrode and the emission layer andan electron transport region between the emission layer and the secondelectrode, the hole transport region comprises a hole injection layer, ahole transport layer, an emission auxiliary layer, an electron blockinglayer, or a combination thereof, and the electron transport regioncomprises a hole blocking layer, an electron transport layer, anelectron injection layer, or a combination thereof.
 17. The organiclight-emitting device of claim 16, wherein the hole transport regioncomprises the carbazole-based compound.
 18. The organic light-emittingdevice of claim 16, wherein the hole transport region comprises a holetransport layer, which comprises the carbazole-based compound.
 19. Theorganic light-emitting device of claim 16, wherein the hole transportregion comprises an emission auxiliary layer, which comprises thecarbazole-based compound.
 20. The organic light-emitting device of claim15, wherein the emission layer comprises an anthracene-based compound.